2-(甲基氨基)腺苷 | 13364-95-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 中文名称: 2-(甲基氨基)腺苷
• 英文名称: 2-(methylamino)adenosine
• 英文别名: 2-methylamino-adenosine；2-Methylamino-adenosin；2-Methylaminoadenosine；(2R,3R,4S,5R)-2-[6-amino-2-(methylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 13364-95-9
• 化学式: C₁₁H₁₆N₆O₄
• 分子量: 296.286
• InChiKey: UZWXAPMSNDKDNK-KQYNXXCUSA-N

物化性质

• 沸点：
  722.3±70.0 °C(Predicted)
• 密度：
  2.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  152
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-chloro-6-methoxy-purine riboside 在 甲醇 、 氨 作用下， 生成 2-(甲基氨基)腺苷
  参考文献：
  名称：

  Synthesis of Potential Anticancer Agents. XIV. Ribosides of 2,6-Disubstituted Purines

  摘要：

  DOI：

  10.1021/ja01547a068

文献信息

• Identification of 8-Aminoadenosine Derivatives as a New Class of Human Concentrative Nucleoside Transporter 2 Inhibitors
  作者：Kazuya Tatani、Masahiro Hiratochi、Yoshinori Nonaka、Masayuki Isaji、Satoshi Shuto

  DOI：10.1021/ml500343r

  日期：2015.3.12

  Purine-rich foods have long been suspected as a major cause of hyperuricemia. We hypothesized that inhibition of human concentrative nucleoside transporter 2 (hCNT2) would suppress increases in serum urate levels derived from dietary purines. To test this hypothesis, the development of potent hCNT2 inhibitors was required. By modifying adenosine, an hCNT2 substrate, we successfully identified 8-aminoadenosine derivatives as a new class of hCNT2 inhibitors. Compound 12 moderately inhibited hCNT2 (IC50 = 52 +/- 3.8 mu M), and subsequent structure-activity relationship studies led to the discovery of compound 48 (IC50 = 0.64 +/- 0.19 mu M). Here we describe significant findings about structural requirements of 8-aminoadenosine derivatives for exhibiting potent hCNT2 inhibitory activity.
• Synthesis of Potential Anticancer Agents. XIV. Ribosides of 2,6-Disubstituted Purines
  作者：Howard J. Schaeffer、H. Jeanette Thomas

  DOI：10.1021/ja01547a068

  日期：1958.7